2-[(1S,2S,10S,11S,14R,15S,17S)-14-hydroxy-2,15-dimethyl-5-oxo-18-oxapentacyclo[8.8.0.01,17.02,7.011,15]octadeca-3,6-dien-14-yl]-2-oxoethyl acetate

• ChemBase ID: 208428
• Molecular Formular: C23H28O6
• Molecular Mass: 400.46482
• Monoisotopic Mass: 400.18858862
• SMILES: [C@@]123O[C@@H]1C[C@@]1([C@@](C(=O)COC(=O)C)(CC[C@H]1[C@@H]3CCC1=CC(=O)C=C[C@]21C)O)C
• Canonical SMILES: CC(=O)OCC(=O)[C@@]1(O)CC[C@@H]2[C@]1(C)C[C@H]1O[C@@]31[C@H]2CCC1=CC(=O)C=C[C@]31C
• InChI: InChI=1S/C23H28O6/c1-13(24)28-12-18(26)22(27)9-7-16-17-5-4-14-10-15(25)6-8-20(14,2)23(17)19(29-23)11-21(16,22)3/h6,8,10,16-17,19,27H,4-5,7,9,11-12H2,1-3H3/t16-,17-,19-,20-,21-,22-,23+/m0/s1
• InChIKey: DBNHODAAFAHQNY-WWUWEVONSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(1S,2S,10S,11S,14R,15S,17S)-14-hydroxy-2,15-dimethyl-5-oxo-18-oxapentacyclo[8.8.0.0^1,^1^7.0^2,^7.0^1^1,^1^5]octadeca-3,6-dien-14-yl]-2-oxoethyl acetate
• IUPAC Traditional name: 2-[(1S,2S,10S,11S,14R,15S,17S)-14-hydroxy-2,15-dimethyl-5-oxo-18-oxapentacyclo[8.8.0.0^1,^1^7.0^2,^7.0^1^1,^1^5]octadeca-3,6-dien-14-yl]-2-oxoethyl acetate

Database IDs

• PubChem SID: 164264338
• PubChem CID: 11876290

CALCULATED PROPERTIES

• Acid pKa: 12.612233
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 2.0283341
• LogD (pH = 7.4): 2.0283315
• Log P: 2.0283341
• Molar Refractivity: 105.3548 cm^3
• Polarizability: 41.237026 Å^3
• Polar Surface Area: 93.2 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds